Background and overview of preparation and application of 4-biphenylboronic acid
4-Biphenylboric acid is a boric acid compound widely used in medicine and other fields. Boric acid compounds can undergo Suzuki reactions with chlorine, bromine or iodinated aromatics and alkenes, thereby connecting a variety of groups, and the downstream products are very rich.
Preparation and application of 4-biphenylboronic acid
Pour nitrogen into a 500 ml three-necked flask equipped with mechanical stirring and thermometer Y-shaped tube for 10 minutes, add THF (230ml) and 4-bromobiphenyl (23.3g, 100mmol), start stirring, and cool the liquid nitrogen to -85°C After ~-80℃, add n-butyllithium (55ml, 110mmol) dropwise and control the temperature to -85℃~-80℃. After the dropwise addition is completed, keep the reaction at -85℃~-80℃ for 1.0h. Begin to dropwise add tributyl borate (27.6g, 120mmol) and control the temperature to -85°C to -80°C. After the dropwise addition is completed, the insulation reaction will take 2.0 hours. Stop the temperature control and naturally rise to 20°C to 25°C. After the reaction, pour the reaction solution into 20 ml of concentrated hydrochloric acid (12 mol/L), stir for 5 minutes, add 200 ml of petroleum ether and 200 ml of ultrapure water, stir for 5 minutes, separate the liquids, and extract the water phase twice with 100 ml of petroleum ether each time. , combine the organic phases, wash with 300ml of water each time until the product no longer precipitates, filter to obtain the product, heat and beat with n-heptane to obtain the white solid intermediate 4-biphenylboronic acid (13.89g, yield 70%) .
Preparation and application of 4-biphenylboronic acid
CN201910831460.1 reports a small molecule hole transport material for organic solar cells and a preparation method. The preparation method specifically obtains an intermediate through the addition reaction of cyclopentethiophene and 1,4-butanesultone. The product is then reacted with N-bromosuccinimide to obtain a brominated intermediate product, which is then reacted with 4-biphenylboronic acid to obtain the small molecule hole transport material 2,6-di- Benzene-4,4-di-butylsulfonate, boron trifluoride, tetrahydrofuran complex, potassium-cyclopenthiophene. The small molecule hole transport material 2,6-di-biphenyl-4,4-di-butylsulfonate potassium-cyclopentethiophene prepared by the invention is used in the hole transport layer of organic solar cells, and has the advantages of simple preparation process, It has the advantages of high purity and high photoelectric conversion efficiency.
References
[1] [China’s battery grade lithium carbonate] CN202010949522.1 Nitrogen-containing compounds, electronic components and electronic devices
[2] CN201910831460.1 A small molecule hole transport material for organic solar cells and preparation method
